tert-Butyl 3-(((methylsulfonyl)oxy)methyl)pyrrolidine-1-carboxylate → HCID 67332218, compound

HRID 1890440Notes

Reaction equation

HRID 1890440 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[CH:8][C:9](=[O:13])[NH:10]2)=[CH:5][CH:4]=1.[C:14]([O:18][C:19]([N:21]1[CH2:25][CH2:24][CH:23]([CH2:26]OS(C)(=O)=O)[CH2:22]1)=[O:20])([CH3:17])([CH3:16])[CH3:15]>>[C:14]([O:18][C:19]([N:21]1[CH2:25][CH2:24][C@@H:23]([CH2:26][N:10]2[C:11]3[C:6](=[CH:5][CH:4]=[C:3]([O:2][CH3:1])[CH:12]=3)[CH:7]=[CH:8][C:9]2=[O:13])[CH2:22]1)=[O:20])([CH3:17])([CH3:15])[CH3:16]

Participants

3

Reactant 2

HCID 4183641tert-Butyl 3-(((methylsulfonyl)oxy)methyl)pyrrolidine-1-carboxylateHCID 299427567-Methoxy-1,2-dihydroquinolin-2-one

Product 1

HCID 67332218HCID 67332218, compoundYield 23%

Procedure

Using the procedure of Example 2, step 2.i, but starting from 7-methoxy-2(1H)-quinolinone (prepared according to WO 2006/134378; 500 mg) and 3-[[(methylsulfonyl)oxy]methyl]-1-pyrrolidinecarboxylic acid tert-butyl ester (797 mg; prepared according to J. Med. Chem. (1999), 42, 677-690), the second eluting compound was isolated as a colourless oil (240 mg; 23% yield).

Workup

  1. customthe second eluting compound was isolated as a colourless oil (240 mg; 23% yield)

Sources & evidence

ORD record
ord-1bd45094ee90481faf3181f2fa2bfb6c
Source dataset
uspto-grants-2013_08
Patent number
US08507478B2

Reaction notes

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